L-Ascorbyl 6-palmitate

Base Information

• Chemical Name: L-Ascorbyl 6-palmitate
• CAS No.: 137-66-6
• Molecular Formula: C22H38O7
• Molecular Weight: 414.54
• Hs Code.: DERIVATION
• Mol file: 137-66-6.mol

Synonyms:L-Ascorbicacid, 6-palmitate (8CI);Palmitic acid, 6-ester with ascorbic acid (6CI,7CI);6-Hexadecanoyl-L-ascorbic acid;6-O-Palmitoyl-L-ascorbic acid;6-O-Palmitoylascorbic acid;6-Palmitoylascorbicacid;Ascorbic acid palmitate;Ascorbyl 6-palmitate;Ascorbyl monopalmitate;Ascorbylpalmitic acid;Cetyl ascorbate;E 304;L-Ascorbyl 6-palmitate;L-Ascorbyl monopalmitate;NSC402451;Ondascora;Quicifal;VCP 10;

Chemical Property of L-Ascorbyl 6-palmitate

Chemical Property:

• Appearance/Colour: White to yellowish colored powder
• Vapor Pressure: 3.32E-14mmHg at 25°C
• Melting Point: 115-118 °C
• Refractive Index: 22.5 ° (C=1, EtOH)
• Boiling Point: 512.7 °C at 760 mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 164.4 °C
• PSA: 113.29000
• Density: 1.15 g/cm³
• LogP: 4.62480
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: Slightly soluble in ethyl alcohol.

Purity/Quality:

98% ^*data from raw suppliers

Ascorbyl Palmitate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Description: Ascorbyl palmitate is a lipophilic derivative of ascorbic acid with antioxidant and antiproliferative activities. It scavenges hydroxyl radicals in cell-free assays. Ascorbyl palmitate (0.01%) reduces the rate of autoxidation of soybean, safflower, sunflower, peanut, and corn oil. It inhibits increases in epidermal ornithine decarboxylase activity and DNA synthesis induced by phorbol 12-myristate 13-acetate (TPA; ) in mice in a concentration-dependent manner when applied topically. Ascorbyl palmitate (0.8 and 4 μmol per 200 μl of acetone, applied topically) reduces the number of tumors per mouse and the percentage of mice with tumors in a mouse skin two-stage model of tumor formation initiated and promoted by 7,12-dimethylbenz[a]anthracene (DMBA) and TPA, respectively. Formulations containing ascorbyl palmitate have been used as antioxidants and preservatives in foods, pharmaceuticals, and cosmetics.
• Uses: Ascorbyl Palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat soluble form of vitamin C. It is used as an antioxidant food additive. It is also used as a preservative and an anti-oxidant in cosmetic creams and lotions to prevent rancidity. Ascorbyl palmitate facilitates the incorporation of ingredients such as vitamins A, C, and D into cosmetic formulations. It has no known toxicity.

Technology Process of L-Ascorbyl 6-palmitate

There total 17 articles about L-Ascorbyl 6-palmitate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

vinyl palmitate (693-38-9) + ascorbic acid (50-81-7,98966-42-8) → Ascorbyl palmitate (137-66-6,924964-24-9)

Guidance literature:

With Lipozyme TL IM; In tert-Amyl alcohol; at 40 ℃; Enzymatic reaction;

DOI:10.1007/s11746-010-1643-5

Reference yield: 99.45%

palmitic anhydride (623-65-4) + ascorbic acid (50-81-7,98966-42-8) → Ascorbyl palmitate (137-66-6,924964-24-9)

Guidance literature:

With dmap; at 80 ℃; for 8h; Temperature; Reagent/catalyst;

Reference yield: 91.3%

palmitic anhydride (623-65-4) + 1-hexadecylcarboxylic acid (57-10-3) + ascorbic acid (50-81-7,98966-42-8) → Ascorbyl palmitate (137-66-6,924964-24-9)

Guidance literature:

1-hexadecylcarboxylic acid; ascorbic acid; With sulfuric acid; at 18 ℃; for 15h;

palmitic anhydride; at 28 ℃; for 20h; Temperature;

upstream raw materials:

1-hexadecylcarboxylic acid

ascorbic acid

vinyl palmitate

[(2S)-2-[(2R)-3,4-dibenzyloxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate

Downstream raw materials:

2-phenylethanol

Refernces

• 1、 Venturini, Chiara,Pomposi, Cristina,Ambrosi, Moira,Carretti, Emiliano,Fratini, Emiliano,Lo Nostro, Pierandrea,Baglioni, Piero. "Effect of the alkyl chains and of the headgroups on the thermal behavior of ascorbic acid surfactants mixtures". . p. 3053 - 3062. Retrieved 2014.
• 2、 Viklund, Fredrik,Alander, Jari,Hult, Karl. "Antioxidative properties and enzymatic synthesis of ascorbyl FA esters". . p. 795 - 799. Retrieved 2003.
• 3、 Hu, Ying-Dan,Zong, Min-Hua,Li, Ning. "Enzymatic synthesis and anti-oxidative activities of plant oil-based ascorbyl esters in 2-methyltetrahydrofuran-containing mixtures". . p. 181 - 188. Retrieved 2016.
• 4、 -. "Green synthesis method of vitamin C higher fatty acid ester". Paragraph 0049-0063. . Retrieved 2021/03/13.
• 5、 -. "Preparation method of L-ascorbic acid-6-palmitate". Paragraph 0047-0050. . Retrieved 2017/03/14.